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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239694Generated: October 30, 2026

HCID 67242508, compound → HCID 67243190, compound

https://huagongshe.com/reaction/2239694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 67242508HCID 67242508—
Reactant2-tert-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxideHCID 67242627—
SolventDimethylformamideHCID 6228—
ProductHCID 67243190HCID 6724319058%

Reaction Conditions

Temperature130 °C

Reaction Steps

2-tert-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.175 g, 0.58 mmol), 1-(5-fluoropyridin-2-yl)piperidin-4-amine dihydrochloride (0.155 g, 0.58 mmol) and TEA (0.23 g, 2.31 mmol) was dissolved in dry DMF (3 ml) and heated in a microwave reactor at 130° C. for 30 mins. The reaction mixture was purified by preparative HPLC to yield the title compound (0.153 g, 58%). 1H NMR (500 MHz, CDCl3): δ 8.01-7.95 (m, 1H), 7.56-7.49 (m, 2H), 7.48-7.39 (m, 3H), 7.23-7.16 (m, 1H), 6.56-6.48 (m, 1H), 5.25-5.15 (m, 1H), 3.98-3.86 (m, 2H), 3.17-3.04 (m, 1H), 2.47-2.36 (m, 2H), 1.80-1.64 (m, 2H), 1.72 (s, 9H), 1.43-1.30 (m, 2H); 13C NMR (125 MHz, CDCl3): δ 159.9, 156.1, 154.7, 152.7, 134.8, 134.6, 134.1, 131.9, 130.1, 128.9, 125.3, 108.3, 107.3, 61.8, 50.5, 45.0, 32.0, 27.8; Mass Spectrum: M−H+ 459.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723333B2
Source datasetuspto-grants-2010_05
ORD IDord-84c05da255fa43458bb39f7ca9ba6d2e
Source noteuspto-grants-2010_05